Synthesis of peptoid substituted azole compounds

A process for the preparation of a peptoid substituted azole compound represented by formula I

• wherein
• each R1 represents an independently selected substituent group selected from the group consisting of allyl, vinyl, propargyl, alkyl, aryl, alkoxy, amino, anilino, alkoxycarbonyl, carbamoyl, acyl, cyano, sulfone, and sulfonamide groups, and is 0-1;
• each R2 represents an independently selected substituent group selected from the group consisting of alkyl, aryl, and 1-(3-propyl)-2-pyrrolidinone groups;
• each R3 represents hydrogen or an independently selected substituent group selected from the group consisting of allyl, vinyl, propargyl, alkyl, aryl, alkoxy, amino, anilino, alkoxycarbonyl, carbamoyl, acyl, cyano, sulfone, and sulfonamide groups;
• L represents a single bond or a chain of atoms containing one or more of carbon, nitrogen, oxygen, and sulfur atoms;
• Y is carbon, and Y′ and Y″ are each nitrogen;
• X is a hydrogen atom, a halogen atom, a carboxy group, an acyl group, or a group bonded to the coupling position through an oxygen, nitrogen or sulfur atom, and
• Z is 1-6,
• comprising
• (I) reacting
• (i) an amino functionalized pyrazolo[5,1-c]-1,2,4-triazole compound with
• (ii) a resin bound peptoid oligomer bearing a terminal halogen substituent followed by
• (II) cleavage of the resultant product from the resin surface using a fluorinated organic acid in an inert solvent.